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Two groups of copper(II) pyridine–triazole complexes with “open or close” pepper rings and their in vitro antitumor activities
Based on 1,2-dimethoxyphenyl (veratrole, open) and 1,2-methylenedioxyphenyl (pepper ring, close)-derived pyridine–triazole analogues, two groups of copper(ii) complexes, namely, Group I(C1–C3) and Group II(C4–C6) were synthesized and fully characterized. All ligands and complexes were tested in vitr...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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The Royal Society of Chemistry
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9049676/ https://www.ncbi.nlm.nih.gov/pubmed/35496028 http://dx.doi.org/10.1039/c9ra10677d |
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author | Hong, ZhaoGuo Zheng, Chu Luo, Bi You, Xin Bian, HeDong Liang, Hong Chen, ZhenFeng Huang, FuPing |
author_facet | Hong, ZhaoGuo Zheng, Chu Luo, Bi You, Xin Bian, HeDong Liang, Hong Chen, ZhenFeng Huang, FuPing |
author_sort | Hong, ZhaoGuo |
collection | PubMed |
description | Based on 1,2-dimethoxyphenyl (veratrole, open) and 1,2-methylenedioxyphenyl (pepper ring, close)-derived pyridine–triazole analogues, two groups of copper(ii) complexes, namely, Group I(C1–C3) and Group II(C4–C6) were synthesized and fully characterized. All ligands and complexes were tested in vitro by MTT assays on seven tumour cell lines (T24, Hep-G2, Sk-Ov-3, MGC-803, HeLa, A549 and NCI-H460) and one normal liver cell line (HL-7702). Surprisingly, the pepper-ring-derived complexes (C4–C6) showed significantly enhanced cytotoxicity compared with the 1,2-bimethoxyphenyl ring-derived complexes (C1–C3) and the standard anticancer drug cisplatin. Cellular uptake assays indicated that the Cu accumulation was consistent with cytotoxicity. In addition, flow cytometry and western blot analysis showed that the apoptosis of the leading complex C4 may be induced by the Bcl-2 family-mediated proteins through the mitochondrial dysfunction pathway. Furthermore, UV-vis and fluorescence spectroscopy assays revealed that C4 has stronger insertion-binding interactions with CT-DNA than C1 and the fluorescence of C1 and C4 with BSA is mainly quenched by static quenching. |
format | Online Article Text |
id | pubmed-9049676 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90496762022-04-29 Two groups of copper(II) pyridine–triazole complexes with “open or close” pepper rings and their in vitro antitumor activities Hong, ZhaoGuo Zheng, Chu Luo, Bi You, Xin Bian, HeDong Liang, Hong Chen, ZhenFeng Huang, FuPing RSC Adv Chemistry Based on 1,2-dimethoxyphenyl (veratrole, open) and 1,2-methylenedioxyphenyl (pepper ring, close)-derived pyridine–triazole analogues, two groups of copper(ii) complexes, namely, Group I(C1–C3) and Group II(C4–C6) were synthesized and fully characterized. All ligands and complexes were tested in vitro by MTT assays on seven tumour cell lines (T24, Hep-G2, Sk-Ov-3, MGC-803, HeLa, A549 and NCI-H460) and one normal liver cell line (HL-7702). Surprisingly, the pepper-ring-derived complexes (C4–C6) showed significantly enhanced cytotoxicity compared with the 1,2-bimethoxyphenyl ring-derived complexes (C1–C3) and the standard anticancer drug cisplatin. Cellular uptake assays indicated that the Cu accumulation was consistent with cytotoxicity. In addition, flow cytometry and western blot analysis showed that the apoptosis of the leading complex C4 may be induced by the Bcl-2 family-mediated proteins through the mitochondrial dysfunction pathway. Furthermore, UV-vis and fluorescence spectroscopy assays revealed that C4 has stronger insertion-binding interactions with CT-DNA than C1 and the fluorescence of C1 and C4 with BSA is mainly quenched by static quenching. The Royal Society of Chemistry 2020-02-11 /pmc/articles/PMC9049676/ /pubmed/35496028 http://dx.doi.org/10.1039/c9ra10677d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Hong, ZhaoGuo Zheng, Chu Luo, Bi You, Xin Bian, HeDong Liang, Hong Chen, ZhenFeng Huang, FuPing Two groups of copper(II) pyridine–triazole complexes with “open or close” pepper rings and their in vitro antitumor activities |
title | Two groups of copper(II) pyridine–triazole complexes with “open or close” pepper rings and their in vitro antitumor activities |
title_full | Two groups of copper(II) pyridine–triazole complexes with “open or close” pepper rings and their in vitro antitumor activities |
title_fullStr | Two groups of copper(II) pyridine–triazole complexes with “open or close” pepper rings and their in vitro antitumor activities |
title_full_unstemmed | Two groups of copper(II) pyridine–triazole complexes with “open or close” pepper rings and their in vitro antitumor activities |
title_short | Two groups of copper(II) pyridine–triazole complexes with “open or close” pepper rings and their in vitro antitumor activities |
title_sort | two groups of copper(ii) pyridine–triazole complexes with “open or close” pepper rings and their in vitro antitumor activities |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9049676/ https://www.ncbi.nlm.nih.gov/pubmed/35496028 http://dx.doi.org/10.1039/c9ra10677d |
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